After lights? I can count on one hand how many nights I had to get up after lights and they were all because of billet responsibilities, i.e., liaising with candidate Co staff and ensuring they knew what needed to be done IOT have the following day(s) run smoothly.
I'd say save your money on all that "nice" gear and just pick up a pair of bates lites. Your small and large bag issue will take care of all the necessities besides a laminated 5 paragraph order and some rite-in-the-rain paper.
Plus you won't have to worry about all that trash during pick-up.
While I didn't stay up too often after lights for reasons other than what you mentioned, I know our staff would often hand out paperwork right before lights out and expect it back by lights on. If you don't want to leave the relative comfort of your rack and go to the head, it's handy. I also thought a headlamp was money for when we were out in the field. Other than that, I'd say the big must have items were good boot socks (ie Thorlo's) and Bates Lites.